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Gwyneth Paltrow and Brad Pitt | Brad Pitt and Jitka Pohledek | Source: Getty Images
Gwyneth Paltrow and Brad Pitt | Brad Pitt and Jitka Pohledek | Source: Getty Images

Brad Pitt Has Dressed like His Many Women - Inside His Current Style as He Dates a New Lady

Wian Prinsloo
May 30, 2023
03:00 P.M.
  • A Tweet that went viral pointed out how Brad always looks similar to whomever he's dating at the time.
  • From Jennifer Aniston to Angelina Jolie and Gwyneth Paltrow, with every new girlfriend, the actor changes how he dresses and even styles his hair like theirs.
  • Now, Pitt has once more changed his look since he started dating his latest girlfriend.
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Over the years, Brad Pitt has proven to be a multifaceted figure, portraying anything from an isolated astronaut with a sole purpose driving him in "Ad Astra" to a cocky stuntman in "Once Upon a Time in Hollywood." But few things have delighted Pitt's fans as much as his manifold dating history.

In 2018, fans realized just how much Pitt's taste in women has developed over time. When one Twitter user shared a screenshot of a news article comparing the actor's various past relationships with his look over the years, social media lit up. Suddenly, everyone realized how much Pitt changes his style to match his partner's.

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On July 26, 2018, One Twitter user started a thread of images showing Pitt taking the phrase "better half" almost too seriously; in every picture, the actor looked like the spitting image of his date. The original news source that sparked the thread showed photos of Pitt with Angelina Jolie, Jennifer Aniston, and Gwyneth Paltrow.

In 1994, Pitt was photographed with his ex-girlfriend Jitka Pohledek.

In each photo, the actor could be mistaken for someone entirely different at first glance. With Jolie on his arm, Pitt had dyed his hair black, and the two looked smart in similarly dark formal wear and large sunglasses. Likewise, Pitt matched his other two girlfriends on the article's cover.

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When he dated Paltrow, the actor sported his trademark golden hair, except it was straightened to match her sleeked-back look with a parting on the side. Similarly, Pitt looked great while dating Aniston, once more wearing his hair in its natural color. However, he matched his date's hairdo, opting for a messy look.

The image of Pitt and Aniston looking like facsimiles of each other was revealed to have been taken at the 51st Annual Primetime Emmy Awards in 1999. Still married at the time, the two looked remarkably alike with their sandy curls and golden-brown skin.

In a small amount of time, the original Tweet accumulated 386,000 likes, 122,000 retweets, and 1,400 comments, and gradually, more images of Pitt and his carbon-copy companions made the rounds. Sarah McGonagall, the New York photographer who initially found the old newspaper cutting, also contributed more.

Brad Pitt on September 08, 2022 in Venice, Italy | Source: Getty Images

Brad Pitt on September 08, 2022 in Venice, Italy | Source: Getty Images

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Soon, the Tweet spread to other social media platforms and even attracted the attention of news platforms. An increasing amount of images showing Pitt and many of his girlfriends started to appear, with outlets such as the Daily Mail getting in on the fun.

Pitt himself has spoken out about his stardom and the constant attention it draws to him, saying he prefers not to read about himself in the press. He confessed that he has taken to avoiding reading magazines altogether as a result of the incessant whispers making the rounds about him. The actor stated:

"I stopped reading all press about 2004. Because some of it would bounce around like a rat in the skull. It would stay there, and it would inform some of my decisions and choices in work, in life, and I didn't find any of it helpful. I don't go out of my way to avoid it; I just don't seek it out."

Brad Pitt on February 24, 2023 in Paris, France | Source: Getty Images

Brad Pitt on February 24, 2023 in Paris, France | Source: Getty Images

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Pitt added that all the press coverage on his work and his personal life intimidated him at one point. The actor confessed that he spent most of the 90s trying to hide from the press, which made his life quite isolated. After a while, he learned to deal with the media and ignore the news about himself.

Brad Pitt Has Consistently Matched His Love Interests' Looks

Ever since McGonagall shared her original Tweet pointing out how similar to all his girlfriends Pitt dressed and cut his hair, a slew of images were found. Another of the actor and his ex-wife Angelina Jolie showed the two looking almost exactly alike. Standing side-by-side, they both sported shoulder-length hair.

Following Pitt and Jolie's divorce in 2016, after meeting in 2004 and marrying in 2014, the "Moneyball" star has had a series of short relationships.

The image of Pitt and Jolie was taken in 2013, in London, when the now-estranged couple appeared together at a premiere of Pitt's film "World War Z." Besides his photo with Aniston, the 1990s offered numerous images of Pitt matching the styles of many of his romantic partners.

Gwyneth Paltrow and Brad Pitt in New York City, New York, United States, 1997 | Source: Getty Images

Gwyneth Paltrow and Brad Pitt in New York City, New York, United States, 1997 | Source: Getty Images

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In 1994, Pitt was photographed with his ex-girlfriend Jitka Pohledek. The two looked relaxed, with matching locks of hair hanging down to their chests. In the image, Pitt wore an oversized grey sweater with jeans, while his hair was its usual blond. Pohledek wore a brown jacket with jeans, with brown hair.

Also in 1994, Pitt was seen out and about with Juliette Lewis, sporting a much shorter hairstyle. The two walked down the red carpet of a premiere, arms around each other and smiling at the camera. They had similarly short, blond haircuts, with Pitt's flowing down to his jaw while Lewis's hair stopped at ear-length.

Other users also contributed photos of Pitt and his girlfriends. One person shared an image of the actor and Aniston on their wedding day, pointing out they had gotten matching highlights for their big day. One person theorized, "Couples usually end up looking alike. Singles their dog. Subconscious mimicry. Humans are weird."

Brad Pitt and Jitka Pohlodek on November 30, 1994 in Beverly Hills, California | Source: Getty Images

Brad Pitt and Jitka Pohlodek on November 30, 1994 in Beverly Hills, California | Source: Getty Images

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Another fan noticed that Pitt doesn't only match with his girlfriends. The actor has been seen looking notably similar to some of his co-stars and best friends every now and again. When Pitt and Tom Cruise starred in "Interview With the Vampire" together, one snap of them had the two looking like mirror images.

Cruise smiled at the camera with his trademark brown hair grown long and parted to one side, while Pitt wore his long, blond locks to the exact opposite side. The same user shared an image of Pitt and George Clooney looking stylish together in black suits, black shirts, and short-cropped crew cuts.

Paltrow even addressed the situation, noting that their similar looks were never intentional. However, she confessed that it was tricky to tell whether Pitt is mimicking his girlfriends or whether their styles morph to fit with his. She also stated that they only had similar haircuts at one stage because they used the same hairdresser.

Brad Pitt and Angelina Jolie on February 11, 2012 in Berlin, Germany | Source: Getty Images

Brad Pitt and Angelina Jolie on February 11, 2012 in Berlin, Germany | Source: Getty Images

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Nonetheless, it's impossible not to notice how often Pitt reflects the style of the women he sees. When he dated Christina Applegate, the actor and his girlfriend looked stylish with 80s-style haircuts and leather jackets. A photo of him and E.G. Daily showed the pair all smiles, lovingly smiling at the camera in Western-inspired outfits.

In 1988, Pitt was seen with Jill Schoelen, posing with one hand in his jean pocket while the other arm curled around the actress. He paired his jeans with a long black coat and a T-shirt. Schoelen wore a black-and-white patterned jacket with a black shirt underneath. The couple both topped their outfits off with black, wide-brimmed hats.

Stylish sunglasses are a recurring fashion choice in the "Seven Years in Tibet" star's extensive ensembles. He has been photographed on many occasions looking trendy in unusual shades, while his counterpart at the time reciprocated. Pitt and his ex-wife Aniston were seen numerous times strutting their stuff in cool spectacles.

Juliette Lewis and Brad Pitt on September 24, 1992 in Hollywood, California | Source: Getty Images

Juliette Lewis and Brad Pitt on September 24, 1992 in Hollywood, California | Source: Getty Images

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Over the years, Pitt has undoubtedly had a storied dating history. From his relationship with Juliette Lewis between 1990 and 1993 to proposing to Gwyneth Paltrow, fans have watched the actor's romantic partnerships with keen eyes. After he and Jolie divorced, people wondered who the actor would date next.

Brad Pitt's Style Now

Although Pitt and Jolie's divorce hasn't entirely been finalized, the "Moneyball" star has had a series of short relationships. Two notable names that have been linked to Pitt since 2016 are Emily Ratajkowski and Nicole Poturalski, but the actor has since been going steady with one woman.

When they first started dating, a source confirmed that they weren't taking things too seriously.

In November 2022, Pitt was first seen with the jewelry designer Ines de Ramon. Sources confirmed that the pair had been seeing each other for a while before their relationship became public knowledge. Pitt and de Ramon started dating a while after the jewelry designer and her husband, Paul Wesley, divorced in May 2022.

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According to People, Pitt and de Ramon met each other through a mutual friend. Although they haven't appeared together at a film premiere yet, the two have been by each other's side during several other more private events. The first time they were seen together was backstage at a Bono concert.

Pitt and de Ramon's relationship comes after a long period that the actor spent in self-reflection. During this time, he took up new hobbies, chief among them sculpting. The actor spoke candidly about how he looked at his life and how he approached relationships, saying he was honest about his own faults:

"I was looking at ... where was I complicit in failures in my relationships, where have I misstepped. For me, it was born out of ownership of what I call a radical inventory of self, getting really brutally honest with me, and taking account of those I may have hurt."

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Following his period of self-reflection and growth, the actor started to date de Ramon, and the two have been seen together on a few occasions since. They caught the media's attention when they went on a romantic getaway together over New Year's 2023, indicating things have become far more serious since when they first met.

Ever since 2022, Pitt has been seen strutting around in jeans, sneakers, and on more than one occasion, in a bucket hat.

When they first started dating, a source confirmed that they weren't taking things too seriously. Ever since, things have developed between Pitt and de Ramon, and they reportedly even went to the "Babylon" premiere party together on December 15, 2022. That said, they didn't walk the red carpet together.

Brad Pitt on February 24, 2023 in Paris, France | Source: Getty Images

Brad Pitt on February 24, 2023 in Paris, France | Source: Getty Images

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A few days after the premiere party, on December 18, Pitt and de Ramon were seen attending the actor's 59th birthday party together in Hollywood. According to People, the night consisted of a relaxed dinner with de Ramon and a few close friends, gifts, some jovial singing, and a candle-topped birthday treat.

These days, Pitt and de Ramon are still not proclaiming their love for each other from rooftops, but the actor has apparently sent de Ramon a bouquet of flowers. In February 2022, the pair was also spotted at the César Awards in France when they enjoyed each other's company on a romantic dinner date.

Although not much is known about how their relationship is developing, Pitt's sense of style has been evolving once more over the last year or so. The fashion magazine Style has reported that his wardrobe has taken a casual turn ever since he was linked to de Ramon in 2022.

Brad Pitt on February 14, 2023 in New York City | Source: Getty Images

Brad Pitt on February 14, 2023 in New York City | Source: Getty Images

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Once known for his stylish and sleek looks — especially when he appeared on the red carpet next to Jolie — the actor seems to have taken a liking to streetwear as of late. Ever since 2022, Pitt has been seen strutting around in jeans, sneakers, and on more than one occasion, in a bucket hat.

Pitt has also been spotted in increasingly colorful outfits, sporting eye-catching bright orange jackets and green beanie hats. He was recently seen looking warm in a comfortable tracksuit with a woolly pair of pants. He paired the ensemble with an equally wolly chestnut bucket hat and sunglasses.

In February, the actor was spotted on the set of a film wearing black straight-legged pants paired with a flashy fuzzy jumper accented with thick black stripes with yellow edges. He also sported a pair of red-tinted aviators and black boots.

Brad Pitt on February 13, 2023 in New York City | Source: Getty Images

Brad Pitt on February 13, 2023 in New York City | Source: Getty Images

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Brad Pitt on January 30, 2023 in New York | Source: Getty Images

Brad Pitt on January 30, 2023 in New York | Source: Getty Images

Pitt continued to catch the eyes of passersby when he was spotted wearing a teal velour jumpsuit in January 2023. The actor looked stylish in the striking outfit as he arrived on the set of the film "Wolves," comfortably strutting with a yellow scarf in hand and a belt matching his jumpsuit around his waist.

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